Discover a selection of 219 vacation rentals in Old San Juan, San Juan that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $100 per night, and houses and condos are popular options for a stay in Old San Juan. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Old San Juan
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What are the top vacation rentals in or near Old San Juan?

Whether you want an intimate retreat for you and your special someone or someplace roomy to fit friends and family, you'll find some top vacation rentals in and around Old San Juan. Here are a couple to get you thinking:

  • Take advantage of conveniences like internet services and a beach at "Beachfront Ocean Villa In Wyndham Rio Mar". Located around 25 miles from Old San Juan, this vacation rental has 1 bedroom and is a hit with guests.
  • Another great option is "Steps Away From The Beach, This Fully Stocked House Is Perfect For Your Group", which is around 4 miles from Old San Juan. Offering 5 bedrooms, free toiletries and an iron and ironing board, it has everything you need to keep you content and comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Old San Juan vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Old San Juan?

We all need to take a break every now and again. If you're eager to spend a couple of uninterrupted mornings in bed with a good book and a steaming coffee, you'll find some fabulous weekend getaways in and around Old San Juan. Check out two of our favorites:

  • Get comfortable at "Steps Away From The Beach, This Fully Stocked House Is Perfect For Your Group". Around 4 miles to the east of Old San Juan, this delightful retreat has all you need for a chilled out stay, including games and an outdoor pool.
  • "Best Price, Best Beach, Best Building" is another fantastic option to consider. It's located 6 miles to the east of Old San Juan and comes with free toiletries, spa and beauty services and more.

Can I find studio apartments for rent in and around Old San Juan?

Get a taste of the culture and energy of Old San Juan from the privacy and comfort of a studio apartment. Whether you'd love to take time out on your own or have a good time with friends, you'll find the ideal studio apartment for rent in and around Old San Juan:

  • Explore the world around you from the comfort of "Beachfront Ocean Villa In Wyndham Rio Mar". This property is a superb base for discovering the sights and comes with amenities including a TV and a balcony.
  • Another awesome choice is "Best Price, Best Beach, Best Building". Make use of an iron and ironing board, a microwave oven and other convenient amenities during your vacation.

There are plenty of sights around Old San Juan to add to your agenda. Feed the culture vulture in you and visit Museo de Oller and Museo de Arte Contemporaneo de Puerto Rico.

Can I find short term rentals in or near Old San Juan?

From time to time, you've just got to take a break from it all, even if it's only for two or three days. Experience a nice mix of adventure and relaxation at one of these short-term rentals in or around Old San Juan:

  • If you'd love to be close to the action, "Luxurious 22nd Fl. Balcony Beach View Pool Free Parking And Interne Access" is calling your name. It's within reach of the center of Old San Juan and a great base to check out sights like San Juan Gate and San Juan Cathedral.
  • Wake up, make a cup of coffee and then plan what to see around "Beachfront Villa ~ Wyndham Rio Mar Resort". La Fortaleza and Puerto Rico Convention Center should be on your list if you stay at this short-term rental.

What are the best romantic weekend getaways in or near Old San Juan?

Forget chocolates and roses. Sometimes all you need is to get away for the weekend, just the two of you. At Vrbo, we've got romantic getaways in and around Old San Juan that would make even Cupid envious. Here are some we think you'll love:

  • Located around 3 miles from Old San Juan, "Condado Beachfront Studio, Incredible View" is an ideal place for adoring couples. Shopping facilities and air conditioning are some of the amenities you'll find here.
  • Alternatively, spend a few blissful days canoodling and sipping Champagne at "Beachfront Ocean Villa In Wyndham Rio Mar", around 25 miles from Old San Juan. A resort and a villa will help ramp up the romance.

Are there mansions for rent in or near Old San Juan?

You'll find some awesome mansions for rent in and around Old San Juan. If you're searching for somewhere with ample space as well as that extra wow factor, these stunners will not disappoint:

  • Around 0.1 miles to the northwest of Old San Juan is "Live Like A Rum Baron In A 200 Year Old Mansion". As well as its grand design, you'll be impressed by its first-class amenities, such as beauty services and free toiletries.
  • Alternatively, take your vacation up a notch and settle into "5bd | Breathtaking View | Private Getaway Mansion | 5 | Near Rainforest". It's located approximately 25 miles to the east of Old San Juan and offers amenities like golf, towels and more.

What are the best large group vacation rentals in or near Old San Juan?

Big groups mean gigantic fun. They also mean finding someplace that'll effortlessly fit your crew. Browse our large group vacation rentals in or around Old San Juan and spend time with your favorite people under the one roof:

  • Offering privacy, comfort and space, you'll get your guests' tick of approval at "Steps Away From The Beach, This Fully Stocked House Is Perfect For Your Group". Up to 12 people can be accommodated at this escape which has 5 bedrooms, a swimming pool and a kitchen. This top pick is around 4 miles to the east of Old San Juan.
  • "Georgeous Large Beach House, Free Wifi" is another impressive option. It's around 5 miles to the east of Old San Juan, has 5 bedrooms and sleeps as many as 12 guests. A swimming pool and a garden are just a couple of things designed to make your group getaway more comfortable.

What are the best houses for rent with a pool in or near Old San Juan?

A pool is often an essential amenity for any unforgettable vacation. Enjoy hours of entertainment splashing about or simply relaxing by the water at one of these rejuvenating escapes in or near Old San Juan:

  • Every day can be a pool day at "Steps Away From The Beach, This Fully Stocked House Is Perfect For Your Group". A TV and childrens activities are some of the other amenities that help make this place a favorite.
  • "Georgeous Large Beach House, Free Wifi" is another top option. After you've enjoyed a dip with the kids, make the most of other conveniences like a TV and a toaster.

What are the best large family vacation rentals in or near Old San Juan?

Every get-together with the family should be memorable. Whether you're organizing a getaway with the kids or a reunion with relatives, Vrbo's large family vacation rentals in or near Old San Juan offer a home away from home with enough space for everyone:

  • Sleeping up to 12 guests in 5 bedrooms, "Steps Away From The Beach, This Fully Stocked House Is Perfect For Your Group" is the ideal place to hang out with the family. This top-rated escape is 4 miles to the east of Old San Juan and has amenities that include a TV and a toaster.
  • Another top option is "Georgeous Large Beach House, Free Wifi". This property is 5 miles east of Old San Juan and features coffee and tea making facilities, a foosball table and more. With 5 bedrooms accommodating up to 12 people, there's no need to leave anyone off your invitation list.

If you want to do some sightseeing, there are lots of family-friendly attractions close by to put on your to-do list. Las Paylas, La Coca Falls and La Mina Falls are good places to start.

What are the best large houses to rent with indoor pools in or near Old San Juan?

Take a dip anytime you please when you choose one of our large rental houses with an indoor pool. Pack your favorite swimsuit and consider these escapes in or near Old San Juan that come with this deluxe perk:

  • Invite friends and family over for a leisurely paddle around at "Driver, Chef, Pool, And 1/2 Off Tours". This rental has space to spare, with 3 bedrooms comfortably sleeping 12 guests. A chef and a kitchen are other things your squad will love about this place.
  • In addition to its awesome indoor pool, "Luxurious 5 Bedroom “villa Searenity” In Dorado Beach East W" features a water park and a swimming pool. It has 4 bedrooms that can cater for up to 10 guests, so you can bring the extended family along.

Want to see our full range of options? Find the perfect pad among these the search bar at the top of the page. Simply adjust the filters to find the Old San Juan vacation rental that's perfect for you.